Organic electronic device containing an organic semiconductor material film which contains a leaving substituent-containing compound

Abstract

A leaving substituent-containing compound including a partial structure represented by the following General Formula (I): where a pair of X 1 and X 2 or a pair of Y 1 and Y 2 each represent a hydrogen atom; the other pair each represent a group selected from the group consisting of a halogen atom and a substituted or unsubstituted acyloxy group having one or more carbon atoms; a pair of the acyloxy groups represented by the pair of X 1 and X 2 or the pair of Y 1 and Y 2 may be identical or different, or may be bonded together to form a ring; R 1 to R 4 each represent a hydrogen atom or a substituent; and Q 1 and Q 2 each represent a hydrogen atom, a halogen atom or a monovalent organic group, and may be bonded together to form a ring.

The invention claimed is: 
     
       1. An organic electronic device comprising:
 an organic semiconductor film wherein the organic semiconductor film comprises an organic semiconductor material comprising a compound represented by the following Formula (Ia),
 wherein the compound is obtained by eliminating hydrogen halides or carboxylic acid derivatives represented by the following Formulas (IIa) and (IIb) from a leaving substituent-containing compound having a structure represented by the following Formula (I): 
 
 
       
         
           
           
               
               
           
         
       
       
         
           
           
               
               
           
         
         where a pair of X 1  and X 2  or a pair of Y 1  and Y 2  each represent a hydrogen atom; the other pair each represent a group selected from the group consisting of a halogen atom and a substituted or unsubstituted acyloxy group having one or more carbon atoms; a pair of the acyloxy groups represented by the pair of X 1  and X 2  or the pair of Y 1  and Y 2  may be identical or different, or may be bonded together to form a ring; R 1  to R 4  each represent a hydrogen atom or a substituent; and Q 1  and Q 2  each represent a hydrogen atom, a halogen atom or a monovalent organic group, and may be bonded together to form a ring. 
       
     
     
       2. The organic electronic device according to  claim 1 , wherein the organic electronic device is an organic thin-film transistor. 
     
     
       3. The organic electronic device according to  claim 2 , wherein the organic thin-film transistor comprises:
 a pair of a first electrode and a second electrode, 
 the organic semiconductor film disposed between the first electrode and the second electrode, and 
 a third electrode, 
 wherein when a voltage is applied to the third electrode, the third electrode controls a current running through the organic semiconductor film. 
 
     
     
       4. The organic electronic device according to  claim 3 , wherein the organic thin-film transistor further comprises an insulative film between the third electrode and the organic semiconductor film. 
     
     
       5. The organic electronic device according to  claim 1 , wherein the structure represented by Formula (I) comprises a structure represented by the following Formula (III): 
       
         
           
           
               
               
           
         
         where Q 3  to Q 6  each represent a hydrogen atom, a halogen atom or a monovalent organic group; Q 3  and Q 4  may be bonded together to form a ring; Q 4  and Q 5  may be bonded together to form a ring; and Q 5  and Q 6  may be bonded together to form a ring. 
       
     
     
       6. The organic electronic device according to  claim 5 , wherein the structure represented by Formula (III) is a structure represented by the following Formula (IV) or (V): 
       
         
           
           
               
               
           
         
         where n is an integer of 1 or more, and when n is an integer of 2 or greater, a plurality of the substituents in parentheses may be identical or different; Ar represents an aryl group which may have a substituent or a heteroaryl group which may have a substituent; and Ar is linked via a covalent bond with or ring-fused with a skeleton of a cyclohexene derivative. 
       
     
     
       7. The organic electronic device according to  claim 6 , wherein Ar is at least one compound selected from the group consisting of (i) aromatic hydrocarbon rings, aromatic heterocyclic rings, compounds in which one or more aromatic hydrocarbon rings are ring-fused with one or more aromatic heterocyclic rings, compounds in which two or more aromatic hydrocarbon rings are ring-fused together, and compounds in which two or more aromatic heterocyclic rings are ring-fused together; and (ii) compounds in which one or more aromatic hydrocarbon rings are linked via a covalent bond with one or more aromatic heterocyclic rings, compounds in which two or more aromatic hydrocarbon rings are linked together via a covalent bond, and compounds in which two or more aromatic heterocyclic rings are linked together via a covalent bond. 
     
     
       8. The organic electronic device according to  claim 7 , wherein the aromatic hydrocarbon ring is a benzene ring and the aromatic heterocyclic ring is a thiophene ring. 
     
     
       9. The organic electronic device according to  claim 6 , wherein Ar is any one of the following groups: 
       
         
           
           
               
               
           
         
         where each group may have at least one substituent selected from the group consisting of halogen atoms, C1-C18 alkyl groups, C1-C18 alkyloxy groups, C1-C18 alkylthio groups and aryl groups.